HCID 22176515, compound → 2-Bromo-6-methylpyridin-4-amine
Reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[CH:5]=[C:4]([CH2:11]C)[N+:3]=1[O-]>C(O)(=O)C.[Fe]>[Br:1][C:2]1[CH:7]=[C:6]([NH2:8])[CH:5]=[C:4]([CH3:11])[N:3]=1Participants
4
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 100 °C
Procedure
A solution of 2-bromo-6-ethyl-4-nitro-pyridine 1-oxide (15.9 g, 69 mmol) in acetic acid (310 ml) was treated with powdered iron (25.8 g, 462 mmol). The mixture was slowly heated to 100° C. and kept for 1 hr. Then the reaction mixture was cooled to rt and filtered. After evaporation of the solvent the residue was crystallized to yield the title compound as a beige material (88%). Mp. 75-77° C. (pentane), MS: m/e=200 (M+).
Workup
- temperatureThen the reaction mixture was cooled to rt
- filtrationfiltered
- customAfter evaporation of the solvent the residue
- customwas crystallized
Sources & evidence
- ORD record
- ord-1a3416907eb24c63b9b810d2fb40b780
- Source dataset
- uspto-grants-2005_10
- Patent number
- US06951875B2
Reaction notes
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